Ligand profile

CHEMBL556234

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₂₄H₂₂F₄N₂O₄S
pchembl 9.52 ~0.3 nM
Mol. weight 510.51 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL556234
UniProt (similar protein)
P34913
pchembl
9.520 (~0.3 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 510.51 Da
LogP (Crippen) 4.52
H-bond donors 1
H-bond acceptors 5
TPSA 85.36 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.25
Formula C₂₄H₂₂F₄N₂O₄S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 85.4
  • −1 ≤ LogP ≤ 5 4.52
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 510.5
  • LogP ≤ 5 4.52
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 85.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CS(=O)(=O)c1ccc(C(CCNC(=O)c2ccc(OCC(F)(F)F)nc2)c2ccc(F)cc2)cc1
InChI 
InChI=1S/C24H22F4N2O4S/c1-35(32,33)20-9-4-17(5-10-20)21(16-2-7-19(25)8-3-16)12-13-29-23(31)18-6-11-22(30-14-18)34-15-24(26,27)28/h2-11,14,21H,12-13,15H2,1H3,(H,29,31)
InChIKey 
PMLBVNNUFYWONH-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0681.

PDB 99

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)